HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 906450Generated: October 30, 2026
Cesium carbonate → HCID 67391011, compound
https://huagongshe.com/reaction/906450
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (3-Bromo-2,2-dimethylpropoxy)(tert-butyl)dimethylsilane | HCID 11780954 | — |
| Reactant | tert-Butyl (2R)-4-[(6-bromo-1-oxo-1,2-dihydroisoquinolin-4-yl)sulfonyl]-2-(hydroxymethyl)piperazine-1-carboxylate | HCID 67392085 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Isohexane ethyl acetate | HCID 21882781 | 10% |
| Product | HCID 67391011 | HCID 67391011 | 97% |
Reaction Steps
A solution of tert-butyl (2R)-4-[(6-bromo-1-oxo-1,2-dihydroisoquinolin-4-yl)sulfonyl]-2-(hydroxymethyl)piperazine-1-carboxylate (Example 49a, 0.855 g) dissolved in DMF (20 mL) was treated with (3-bromo-2,2-dimethylpropoxy)(tert-butyl)dimethylsilane (0.718 g) and cesium carbonate (1.109 g). The reaction was heated at 110° C. for 107 h. The reaction was cooled and partitioned between ethyl acetate and brine. The organics were washed with brine (×3), dried (MgSO4), filtered and evaporated to leave the crude product. This was purified (SiO2 chromatography, elution with 100% DCM then 10-50% ethyl acetate/isohexane) to afford the subtitle compound (0.580 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08012980B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-c356dc1fed5747c5b78a0bd08fc5a88a |
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| Source note | uspto-grants-2011_09 |
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